Natural Product: NPC63023

Natural Product ID:  NPC63023
Common Name:   21Alpha,25-Dimethylmelianodiol
IUPAC Name:   (5R,9R,10R,13S,14S,17S)-17-[(2R,3S,5R)-5-[(1S)-1-hydroxy-2-methoxy-2-methylpropyl]-2-methoxyoxolan-3-yl]-4,4,10,13,14-pentamethyl-1,2,5,6,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-3-one
Synonyms:   21Alpha,25-Dimethylmelianodiol
Molecular Formula:   C32H52O5
Standard InCHIKey:  LEHCWPXGSDLCRO-YWTUFOKMSA-N
Standard InCHI:  InChI=1S/C32H52O5/c1-28(2)24-11-10-22-21(30(24,5)15-14-25(28)33)13-17-31(6)20(12-16-32(22,31)7)19-18-23(37-27(19)35-8)26(34)29(3,4)36-9/h10,19-21,23-24,26-27,34H,11-18H2,1-9H3/t19-,20-,21-,23+,24-,26-,27+,30+,31-,32+/m0/s1
Canonical SMILES:  CO[C@@H]1O[C@H](C[C@H]1[C@@H]1CC[C@]2([C@@]1(C)CC[C@H]1C2=CC[C@@H]2[C@]1(C)CCC(=O)C2(C)C)C)[C@@H](C(OC)(C)C)O
First Find Year:  
Max Developmental Stage:  
Synthetic Gene Cluster:   ;

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO8325 Raulinoa echinata Species Rutaceae Eukaryota PMID[11975501]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT580 Organism Trypanosoma cruzi Trypanosoma cruzi IC50 = 134.9 ug/ml 18053715
NPT176 Organism Artemia salina Artemia salina LD50 > 100 ug/ml DrugMatrix in vitro pharmacology data

  Similar Natural Products in NPASS

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

●  The left chart: Distribution of similarity level between NPC63023 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
1.0 High Similarity NPC95243
0.9897 High Similarity NPC121566
0.9897 High Similarity NPC100955
0.9412 High Similarity NPC101450
0.9223 High Similarity NPC475317
0.9223 High Similarity NPC154856
0.9223 High Similarity NPC52241
0.9143 High Similarity NPC477944
0.9126 High Similarity NPC246205
0.9091 High Similarity NPC167974
0.9048 High Similarity NPC130427
0.9048 High Similarity NPC474265
0.9048 High Similarity NPC210420
0.9029 High Similarity NPC295389
0.9029 High Similarity NPC258323
0.902 High Similarity NPC162033
0.902 High Similarity NPC210178
0.8922 High Similarity NPC31430
0.8922 High Similarity NPC85593
0.8922 High Similarity NPC223741
0.8879 High Similarity NPC473882
0.8879 High Similarity NPC474557
0.8857 High Similarity NPC470065
0.88 High Similarity NPC5358
0.88 High Similarity NPC216260
0.8796 High Similarity NPC279638
0.8785 High Similarity NPC178981
0.8785 High Similarity NPC260665
0.8774 High Similarity NPC285410
0.8774 High Similarity NPC269466
0.8774 High Similarity NPC263827
0.8774 High Similarity NPC250481
0.8762 High Similarity NPC118225
0.8727 High Similarity NPC161738
0.8704 High Similarity NPC477580
0.8704 High Similarity NPC74727
0.8679 High Similarity NPC129340
0.8679 High Similarity NPC114961
0.8679 High Similarity NPC27551
0.8667 High Similarity NPC473288
0.8667 High Similarity NPC224414
0.8636 High Similarity NPC86020
0.8636 High Similarity NPC475632
0.8611 High Similarity NPC471627
0.8611 High Similarity NPC471173
0.8611 High Similarity NPC200944
0.8611 High Similarity NPC73455
0.8586 High Similarity NPC174051
0.8586 High Similarity NPC67831
0.8585 High Similarity NPC265655
0.8571 High Similarity NPC249553
0.8571 High Similarity NPC476672
0.8571 High Similarity NPC476543
0.8571 High Similarity NPC476545
0.8571 High Similarity NPC182900
0.8571 High Similarity NPC476544
0.8559 High Similarity NPC477071
0.8544 High Similarity NPC94919
0.8532 High Similarity NPC165439
0.8529 High Similarity NPC324598
0.8515 High Similarity NPC473890
0.8515 High Similarity NPC243728
0.8509 High Similarity NPC476674
0.8505 High Similarity NPC106760
0.85 High Similarity NPC108141
0.8496 Intermediate Similarity NPC94072
0.8496 Intermediate Similarity NPC305771
0.8496 Intermediate Similarity NPC15918
0.8496 Intermediate Similarity NPC169816
0.8491 Intermediate Similarity NPC195708
0.8482 Intermediate Similarity NPC475187
0.8482 Intermediate Similarity NPC471406
0.8476 Intermediate Similarity NPC26798
0.8468 Intermediate Similarity NPC45475
0.8462 Intermediate Similarity NPC213190
0.8455 Intermediate Similarity NPC302471
0.8455 Intermediate Similarity NPC244127
0.8454 Intermediate Similarity NPC470417
0.844 Intermediate Similarity NPC251309
0.8431 Intermediate Similarity NPC56071
0.8431 Intermediate Similarity NPC158088
0.8431 Intermediate Similarity NPC70733
0.8426 Intermediate Similarity NPC272242
0.8426 Intermediate Similarity NPC292196
0.8421 Intermediate Similarity NPC41129
0.8411 Intermediate Similarity NPC477070
0.8411 Intermediate Similarity NPC8431
0.8411 Intermediate Similarity NPC477069
0.8396 Intermediate Similarity NPC293512
0.8396 Intermediate Similarity NPC59530
0.8396 Intermediate Similarity NPC226642
0.8393 Intermediate Similarity NPC161065
0.8384 Intermediate Similarity NPC262870
0.8381 Intermediate Similarity NPC470043
0.8381 Intermediate Similarity NPC470059
0.8381 Intermediate Similarity NPC470061
0.8381 Intermediate Similarity NPC470057
0.8381 Intermediate Similarity NPC470060
0.8381 Intermediate Similarity NPC470058
0.8381 Intermediate Similarity NPC470064
0.8381 Intermediate Similarity NPC470062
0.8381 Intermediate Similarity NPC471293
0.8367 Intermediate Similarity NPC473058
0.8365 Intermediate Similarity NPC154452
0.8365 Intermediate Similarity NPC473928
0.8364 Intermediate Similarity NPC220293
0.8364 Intermediate Similarity NPC116024
0.8364 Intermediate Similarity NPC471398
0.8351 Intermediate Similarity NPC251808
0.8351 Intermediate Similarity NPC90652
0.8351 Intermediate Similarity NPC474174
0.835 Intermediate Similarity NPC469942
0.835 Intermediate Similarity NPC282669
0.8349 Intermediate Similarity NPC233003
0.8348 Intermediate Similarity NPC277191
0.8348 Intermediate Similarity NPC190846
0.8348 Intermediate Similarity NPC473505
0.8333 Intermediate Similarity NPC28532
0.8333 Intermediate Similarity NPC127153
0.8333 Intermediate Similarity NPC156789
0.8333 Intermediate Similarity NPC475431
0.8319 Intermediate Similarity NPC129393
0.8319 Intermediate Similarity NPC241192
0.8317 Intermediate Similarity NPC275310
0.8317 Intermediate Similarity NPC286612
0.8317 Intermediate Similarity NPC230347
0.8304 Intermediate Similarity NPC239293
0.8302 Intermediate Similarity NPC470309
0.8302 Intermediate Similarity NPC181845
0.8302 Intermediate Similarity NPC96377
0.8302 Intermediate Similarity NPC473199
0.8283 Intermediate Similarity NPC159876
0.8276 Intermediate Similarity NPC47113
0.8276 Intermediate Similarity NPC174367
0.8273 Intermediate Similarity NPC102619
0.8269 Intermediate Similarity NPC472023
0.8269 Intermediate Similarity NPC21568
0.8269 Intermediate Similarity NPC88000
0.8269 Intermediate Similarity NPC470434
0.8269 Intermediate Similarity NPC47566
0.8269 Intermediate Similarity NPC21064
0.8269 Intermediate Similarity NPC160734
0.8269 Intermediate Similarity NPC129372
0.8269 Intermediate Similarity NPC285231
0.8269 Intermediate Similarity NPC267510
0.8269 Intermediate Similarity NPC4831
0.8269 Intermediate Similarity NPC309425
0.8269 Intermediate Similarity NPC121072
0.8261 Intermediate Similarity NPC256983
0.8261 Intermediate Similarity NPC476542
0.8261 Intermediate Similarity NPC160084
0.8257 Intermediate Similarity NPC274833
0.8257 Intermediate Similarity NPC477073
0.8252 Intermediate Similarity NPC309493
0.8252 Intermediate Similarity NPC234287
0.8252 Intermediate Similarity NPC280825
0.8246 Intermediate Similarity NPC475182
0.8246 Intermediate Similarity NPC476675
0.8246 Intermediate Similarity NPC42675
0.8241 Intermediate Similarity NPC306746
0.8241 Intermediate Similarity NPC167383
0.8241 Intermediate Similarity NPC57362
0.8241 Intermediate Similarity NPC40440
0.8241 Intermediate Similarity NPC137917
0.8241 Intermediate Similarity NPC237503
0.8241 Intermediate Similarity NPC42482
0.8241 Intermediate Similarity NPC218853
0.8241 Intermediate Similarity NPC204407
0.8235 Intermediate Similarity NPC207617
0.823 Intermediate Similarity NPC190939
0.823 Intermediate Similarity NPC474179
0.823 Intermediate Similarity NPC197003
0.823 Intermediate Similarity NPC475834
0.8224 Intermediate Similarity NPC470432
0.8224 Intermediate Similarity NPC14704
0.8224 Intermediate Similarity NPC230507
0.8224 Intermediate Similarity NPC305423
0.8224 Intermediate Similarity NPC113044
0.8224 Intermediate Similarity NPC283829
0.8224 Intermediate Similarity NPC161676
0.8224 Intermediate Similarity NPC283849
0.8224 Intermediate Similarity NPC287269
0.8208 Intermediate Similarity NPC470885
0.8208 Intermediate Similarity NPC187400
0.8208 Intermediate Similarity NPC255309
0.8208 Intermediate Similarity NPC221562
0.8205 Intermediate Similarity NPC42399
0.8198 Intermediate Similarity NPC475163
0.819 Intermediate Similarity NPC136816
0.819 Intermediate Similarity NPC272015
0.819 Intermediate Similarity NPC473474
0.819 Intermediate Similarity NPC475194
0.8182 Intermediate Similarity NPC46388
0.8182 Intermediate Similarity NPC477253
0.8182 Intermediate Similarity NPC269267
0.8182 Intermediate Similarity NPC37739
0.8182 Intermediate Similarity NPC207845
0.8182 Intermediate Similarity NPC471967
0.8182 Intermediate Similarity NPC472719
0.8173 Intermediate Similarity NPC7341

  Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC63023 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.8932 High Similarity NPD6412 Phase 2
0.8333 Intermediate Similarity NPD6370 Approved
0.8205 Intermediate Similarity NPD8293 Discontinued
0.8158 Intermediate Similarity NPD6054 Approved
0.8158 Intermediate Similarity NPD6059 Approved
0.8136 Intermediate Similarity NPD7736 Approved
0.7982 Intermediate Similarity NPD6686 Approved
0.7931 Intermediate Similarity NPD6016 Approved
0.7931 Intermediate Similarity NPD6015 Approved
0.7909 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7881 Intermediate Similarity NPD7492 Approved
0.7863 Intermediate Similarity NPD5988 Approved
0.7815 Intermediate Similarity NPD6616 Approved
0.7815 Intermediate Similarity NPD7507 Approved
0.7797 Intermediate Similarity NPD6067 Discontinued
0.7788 Intermediate Similarity NPD8133 Approved
0.7767 Intermediate Similarity NPD6399 Phase 3
0.775 Intermediate Similarity NPD7078 Approved
0.7677 Intermediate Similarity NPD4786 Approved
0.7642 Intermediate Similarity NPD6083 Phase 2
0.7642 Intermediate Similarity NPD6084 Phase 2
0.7623 Intermediate Similarity NPD7319 Approved
0.7586 Intermediate Similarity NPD6009 Approved
0.7545 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7544 Intermediate Similarity NPD8297 Approved
0.7544 Intermediate Similarity NPD6882 Approved
0.7542 Intermediate Similarity NPD8377 Approved
0.7542 Intermediate Similarity NPD8294 Approved
0.7541 Intermediate Similarity NPD6033 Approved
0.7521 Intermediate Similarity NPD7328 Approved
0.7521 Intermediate Similarity NPD7327 Approved
0.75 Intermediate Similarity NPD8328 Phase 3
0.75 Intermediate Similarity NPD7320 Approved
0.7479 Intermediate Similarity NPD8380 Approved
0.7479 Intermediate Similarity NPD8335 Approved
0.7479 Intermediate Similarity NPD8379 Approved
0.7479 Intermediate Similarity NPD8378 Approved
0.7479 Intermediate Similarity NPD8296 Approved
0.7479 Intermediate Similarity NPD8033 Approved
0.7478 Intermediate Similarity NPD4632 Approved
0.7477 Intermediate Similarity NPD5739 Approved
0.7477 Intermediate Similarity NPD6675 Approved
0.7477 Intermediate Similarity NPD7128 Approved
0.7477 Intermediate Similarity NPD6402 Approved
0.7476 Intermediate Similarity NPD4753 Phase 2
0.7475 Intermediate Similarity NPD3667 Approved
0.7458 Intermediate Similarity NPD7516 Approved
0.7419 Intermediate Similarity NPD5956 Approved
0.7395 Intermediate Similarity NPD6319 Approved
0.7345 Intermediate Similarity NPD6899 Approved
0.7345 Intermediate Similarity NPD6881 Approved
0.7333 Intermediate Similarity NPD7503 Approved
0.7327 Intermediate Similarity NPD3665 Phase 1
0.7327 Intermediate Similarity NPD3666 Approved
0.7327 Intermediate Similarity NPD3133 Approved
0.7321 Intermediate Similarity NPD6008 Approved
0.7315 Intermediate Similarity NPD4755 Approved
0.7308 Intermediate Similarity NPD5328 Approved
0.7304 Intermediate Similarity NPD8130 Phase 1
0.729 Intermediate Similarity NPD5695 Phase 3
0.7288 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7281 Intermediate Similarity NPD6372 Approved
0.7281 Intermediate Similarity NPD6373 Approved
0.7264 Intermediate Similarity NPD4202 Approved
0.7257 Intermediate Similarity NPD5701 Approved
0.7257 Intermediate Similarity NPD5697 Approved
0.7248 Intermediate Similarity NPD5696 Approved
0.7217 Intermediate Similarity NPD7102 Approved
0.7217 Intermediate Similarity NPD4634 Approved
0.7217 Intermediate Similarity NPD7290 Approved
0.7217 Intermediate Similarity NPD6883 Approved
0.7212 Intermediate Similarity NPD6903 Approved
0.7212 Intermediate Similarity NPD6672 Approved
0.7212 Intermediate Similarity NPD5737 Approved
0.7184 Intermediate Similarity NPD6409 Approved
0.7184 Intermediate Similarity NPD7521 Approved
0.7184 Intermediate Similarity NPD7334 Approved
0.7184 Intermediate Similarity NPD3618 Phase 1
0.7184 Intermediate Similarity NPD6684 Approved
0.7184 Intermediate Similarity NPD7146 Approved
0.7184 Intermediate Similarity NPD5330 Approved
0.7182 Intermediate Similarity NPD5286 Approved
0.7182 Intermediate Similarity NPD5285 Approved
0.7182 Intermediate Similarity NPD4696 Approved
0.7182 Intermediate Similarity NPD4700 Approved
0.717 Intermediate Similarity NPD6079 Approved
0.7155 Intermediate Similarity NPD6650 Approved
0.7155 Intermediate Similarity NPD6617 Approved
0.7155 Intermediate Similarity NPD6869 Approved
0.7155 Intermediate Similarity NPD6649 Approved
0.7155 Intermediate Similarity NPD6847 Approved
0.7143 Intermediate Similarity NPD7115 Discovery
0.713 Intermediate Similarity NPD5210 Approved
0.713 Intermediate Similarity NPD6013 Approved
0.713 Intermediate Similarity NPD4629 Approved
0.713 Intermediate Similarity NPD6014 Approved
0.713 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.713 Intermediate Similarity NPD6012 Approved
0.7129 Intermediate Similarity NPD4221 Approved
0.7129 Intermediate Similarity NPD4223 Phase 3
0.7115 Intermediate Similarity NPD7524 Approved
0.7091 Intermediate Similarity NPD7638 Approved
0.7087 Intermediate Similarity NPD5329 Approved
0.7073 Intermediate Similarity NPD7604 Phase 2
0.7054 Intermediate Similarity NPD5225 Approved
0.7054 Intermediate Similarity NPD5226 Approved
0.7054 Intermediate Similarity NPD4633 Approved
0.7054 Intermediate Similarity NPD5224 Approved
0.7054 Intermediate Similarity NPD5211 Phase 2
0.7049 Intermediate Similarity NPD5983 Phase 2
0.7048 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7043 Intermediate Similarity NPD6011 Approved
0.7037 Intermediate Similarity NPD7748 Approved
0.7027 Intermediate Similarity NPD7639 Approved
0.7027 Intermediate Similarity NPD7640 Approved
0.7019 Intermediate Similarity NPD5279 Phase 3
0.7019 Intermediate Similarity NPD6098 Approved
0.7009 Intermediate Similarity NPD8035 Phase 2
0.7009 Intermediate Similarity NPD8034 Phase 2
0.7009 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD7902 Approved
0.6991 Remote Similarity NPD5174 Approved
0.6991 Remote Similarity NPD5175 Approved
0.699 Remote Similarity NPD7338 Clinical (unspecified phase)
0.699 Remote Similarity NPD3668 Phase 3
0.699 Remote Similarity NPD4197 Approved
0.6983 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6981 Remote Similarity NPD6904 Approved
0.6981 Remote Similarity NPD6080 Approved
0.6981 Remote Similarity NPD6673 Approved
0.6964 Remote Similarity NPD5223 Approved
0.696 Remote Similarity NPD6336 Discontinued
0.6949 Remote Similarity NPD6053 Discontinued
0.6944 Remote Similarity NPD8171 Discontinued
0.6931 Remote Similarity NPD7525 Registered
0.693 Remote Similarity NPD5141 Approved
0.6911 Remote Similarity NPD8515 Approved
0.6911 Remote Similarity NPD8517 Approved
0.6911 Remote Similarity NPD8516 Approved
0.6911 Remote Similarity NPD8513 Phase 3
0.6909 Remote Similarity NPD5221 Approved
0.6909 Remote Similarity NPD5222 Approved
0.6909 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6909 Remote Similarity NPD4697 Phase 3
0.6893 Remote Similarity NPD4788 Approved
0.6893 Remote Similarity NPD6695 Phase 3
0.687 Remote Similarity NPD4768 Approved
0.687 Remote Similarity NPD4767 Approved
0.6864 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6857 Remote Similarity NPD4688 Approved
0.6857 Remote Similarity NPD4693 Phase 3
0.6857 Remote Similarity NPD4689 Approved
0.6857 Remote Similarity NPD5205 Approved
0.6857 Remote Similarity NPD4138 Approved
0.6857 Remote Similarity NPD4690 Approved
0.6852 Remote Similarity NPD7515 Phase 2
0.6852 Remote Similarity NPD5284 Approved
0.6852 Remote Similarity NPD5281 Approved
0.6847 Remote Similarity NPD5173 Approved
0.6842 Remote Similarity NPD4754 Approved
0.6792 Remote Similarity NPD7750 Discontinued
0.6777 Remote Similarity NPD6274 Approved
0.6769 Remote Similarity NPD8449 Approved
0.6768 Remote Similarity NPD6942 Approved
0.6768 Remote Similarity NPD7339 Approved
0.6762 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6759 Remote Similarity NPD5207 Approved
0.6752 Remote Similarity NPD4730 Approved
0.6752 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6752 Remote Similarity NPD4729 Approved
0.6752 Remote Similarity NPD5128 Approved
0.6748 Remote Similarity NPD7101 Approved
0.6748 Remote Similarity NPD7100 Approved
0.6748 Remote Similarity NPD4522 Approved
0.6729 Remote Similarity NPD5208 Approved
0.6727 Remote Similarity NPD7900 Approved
0.6727 Remote Similarity NPD6001 Approved
0.6727 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6727 Remote Similarity NPD5282 Discontinued
0.6719 Remote Similarity NPD8337 Approved
0.6719 Remote Similarity NPD8336 Approved
0.6718 Remote Similarity NPD8450 Suspended
0.67 Remote Similarity NPD6933 Approved
0.6698 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6698 Remote Similarity NPD4694 Approved
0.6698 Remote Similarity NPD5280 Approved
0.6698 Remote Similarity NPD5690 Phase 2
0.6697 Remote Similarity NPD6050 Approved
0.6697 Remote Similarity NPD7637 Suspended
0.6697 Remote Similarity NPD5693 Phase 1
0.6667 Remote Similarity NPD6335 Approved
0.664 Remote Similarity NPD6909 Approved
0.664 Remote Similarity NPD6908 Approved
0.664 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6639 Remote Similarity NPD5250 Approved
0.6639 Remote Similarity NPD5248 Approved
0.6639 Remote Similarity NPD5249 Phase 3
0.6639 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6639 Remote Similarity NPD5247 Approved
0.6639 Remote Similarity NPD5251 Approved

Structure

External Identifiers

PubChem CID   21668673
ChEMBL   CHEMBL458938
ZINC  

Physicochemical Properties

Molecular Weight:  516.38
ALogP:  2.0957
MLogP:  4.43
XLogP:  6.725
# Rotatable Bonds:  15
Polar Surface Area:  64.99
# H-Bond Aceptor:  5
# H-Bond Donor:  1
# Rings:  5
# Heavy Atoms:  37

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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